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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-08-13 13:32:23 UTC

Update Date

2022-03-07 02:49:33 UTC

HMDB ID

HMDB0006847

Secondary Accession Numbers

HMDB06847

Metabolite Identification

Common Name

Episterol

Description

Episterol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, episterol is considered to be a sterol lipid molecule. Episterol is involved in the biosynthesis of steroids. Episterol is converted from 24-methylenelophenol. Episterol is converted into 5-dehydroepisterol by lathosterol oxidase (EC 1.14.21.6).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309102020032D          

 33 36  0  0  0  0            999 V2000
 9999.976210001.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8391 9999.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6978 9997.7352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5515 9998.5705    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9762 9998.5705    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8391 9997.3237    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1253 9999.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4108 9998.9768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4108 9998.1517    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1253 9997.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8398 9998.1517    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8398 9998.9768    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.264210000.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.549710000.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5497 9999.3973    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.2642 9998.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5515 9997.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2660 9998.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.978710000.2224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9787 9999.3974    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7633 9999.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2482 9999.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.763310000.4774    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.763310001.3024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.479010001.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.049710001.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.192610001.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.908310001.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624010001.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.908310002.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.337610001.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624010000.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.479010000.8899    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
  9  3  1  1  0  0  0
 12  2  1  1  0  0  0
 11 17  1  0  0  0  0
 11  6  1  6  0  0  0
 15  4  1  6  0  0  0
 15 12  1  0  0  0  0
 18 16  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 23 33  1  6  0  0  0
 24 25  1  0  0  0  0
 24 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
 23 19  1  0  0  0  0
 23 22  1  0  0  0  0
 16 20  1  0  0  0  0
 20  5  1  6  0  0  0
 13 19  1  0  0  0  0
 19  1  1  1  0  0  0
M  END

HMDB0006847
     RDKit          3D
Episterol
 75 78  0  0  0  0  0  0  0  0999 V2000
    5.0757    0.4169    1.9036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4195   -0.4411    0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4158   -1.2845    0.3034 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972   -0.8436    0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7668    0.4775   -0.1566 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0468    0.3060   -1.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4600    1.0987    0.1855 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2696    2.4225   -0.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1825    2.4269   -0.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7973    1.5195    0.0037 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1478    1.0023   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8388    1.4412   -1.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1986    0.9186   -1.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7934    0.5479   -0.3372 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2511    0.3310   -0.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8197   -0.8809    0.2243 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4617   -1.7242   -0.7182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9107   -1.6848    1.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6546   -1.0004    1.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9550   -0.5385    0.2264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7879   -1.7099   -0.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6222   -0.0385    0.6147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5841   -1.1239    0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2404   -0.5351    1.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2197    0.3608   -0.0217 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0404   -0.3396   -1.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8722   -0.5132    0.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7026    0.4293    1.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1096   -0.1834   -0.8316 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8134    1.0552    2.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0466    0.5371    2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5522   -2.3591    0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7003   -1.3613   -0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3697   -1.6415   -0.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7879   -0.8713    1.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5402    1.1872    0.1837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6784    1.1044   -2.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7434   -0.7242   -1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1513    0.3172   -1.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5318    1.3183    1.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9892    2.6958   -1.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2771    3.2869    0.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6110    3.4349   -0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1875    2.0339   -2.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8173    2.0125    0.9858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181    2.1959   -2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2064    0.0917   -2.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8392    1.7390   -2.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5952    1.4691    0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8061    1.2603   -0.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5232    0.2905   -1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6778   -0.5606    0.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8285   -1.1578   -1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6484   -2.6419    0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4173   -2.0341    2.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9027   -0.0662    2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0400   -1.7015    2.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3257   -2.5608   -0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1561   -1.4467   -1.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7660   -2.0192   -1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7163    0.4372    1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8883   -1.7869    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4634   -1.7357   -0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4519   -1.3309    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3421    0.1249    2.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5089    0.1184   -2.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2727   -1.4202   -1.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0661   -0.3132   -1.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2207   -1.5444    0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6669    0.2418    2.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3862    1.4822    1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7744    0.4016    1.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5938    0.7184   -1.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8320   -1.0799   -1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2035   -0.0543   -0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  6
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
  2 27  1  0
 27 28  1  0
 27 29  1  0
 25  7  1  0
 25 10  1  0
 22 11  1  0
 20 14  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  1
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  1
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  1
 12 46  1  0
 13 47  1  0
 13 48  1  0
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 15 50  1  0
 15 51  1  0
 16 52  1  1
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 21 58  1  0
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 21 60  1  0
 22 61  1  1
 23 62  1  0
 23 63  1  0
 24 64  1  0
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 26 67  1  0
 26 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END


  Mrv1652309102020032D          

 33 36  0  0  0  0            999 V2000
 9999.976210001.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8391 9999.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6978 9997.7352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5515 9998.5705    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9762 9998.5705    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8391 9997.3237    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1253 9999.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4108 9998.9768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4108 9998.1517    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1253 9997.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8398 9998.1517    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8398 9998.9768    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.264210000.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.549710000.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5497 9999.3973    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.2642 9998.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5515 9997.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2660 9998.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.978710000.2224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9787 9999.3974    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7633 9999.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2482 9999.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.763310000.4774    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.763310001.3024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.479010001.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.049710001.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.192610001.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.908310001.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624010001.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.908310002.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.337610001.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624010000.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.479010000.8899    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
  9  3  1  1  0  0  0
 12  2  1  1  0  0  0
 11 17  1  0  0  0  0
 11  6  1  6  0  0  0
 15  4  1  6  0  0  0
 15 12  1  0  0  0  0
 18 16  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 23 33  1  6  0  0  0
 24 25  1  0  0  0  0
 24 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
 23 19  1  0  0  0  0
 23 22  1  0  0  0  0
 16 20  1  0  0  0  0
 20  5  1  6  0  0  0
 13 19  1  0  0  0  0
 19  1  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0006847

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h10,18,20-22,24-26,29H,3,7-9,11-17H2,1-2,4-6H3/t20-,21+,22+,24-,25+,26+,27+,28-/m1/s1

> <INCHI_KEY>
BTCAEOLDEYPGGE-JVAZTMFWSA-N

> <FORMULA>
C28H46O

> <MOLECULAR_WEIGHT>
398.6642

> <EXACT_MASS>
398.354866094

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
51.52621047885624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol

> <ALOGPS_LOGP>
7.16

> <JCHEM_LOGP>
7.052262316

> <ALOGPS_LOGS>
-6.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.361777845540015

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3283583703607977

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
124.94259999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.24e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0006847
     RDKit          3D
Episterol
 75 78  0  0  0  0  0  0  0  0999 V2000
    5.0757    0.4169    1.9036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4195   -0.4411    0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4158   -1.2845    0.3034 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972   -0.8436    0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7668    0.4775   -0.1566 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0468    0.3060   -1.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4600    1.0987    0.1855 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2696    2.4225   -0.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1825    2.4269   -0.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7973    1.5195    0.0037 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1478    1.0023   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8388    1.4412   -1.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1986    0.9186   -1.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7934    0.5479   -0.3372 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2511    0.3310   -0.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8197   -0.8809    0.2243 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4617   -1.7242   -0.7182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9107   -1.6848    1.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6546   -1.0004    1.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9550   -0.5385    0.2264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7879   -1.7099   -0.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6222   -0.0385    0.6147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5841   -1.1239    0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2404   -0.5351    1.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2197    0.3608   -0.0217 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0404   -0.3396   -1.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8722   -0.5132    0.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7026    0.4293    1.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1096   -0.1834   -0.8316 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8134    1.0552    2.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0466    0.5371    2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5522   -2.3591    0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7003   -1.3613   -0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3697   -1.6415   -0.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7879   -0.8713    1.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5402    1.1872    0.1837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6784    1.1044   -2.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7434   -0.7242   -1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1513    0.3172   -1.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5318    1.3183    1.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9892    2.6958   -1.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2771    3.2869    0.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6110    3.4349   -0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1875    2.0339   -2.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8173    2.0125    0.9858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181    2.1959   -2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2064    0.0917   -2.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8392    1.7390   -2.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5952    1.4691    0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8061    1.2603   -0.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5232    0.2905   -1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6778   -0.5606    0.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8285   -1.1578   -1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6484   -2.6419    0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4173   -2.0341    2.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9027   -0.0662    2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0400   -1.7015    2.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3257   -2.5608   -0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1561   -1.4467   -1.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7660   -2.0192   -1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7163    0.4372    1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8883   -1.7869    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4634   -1.7357   -0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4519   -1.3309    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3421    0.1249    2.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5089    0.1184   -2.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2727   -1.4202   -1.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0661   -0.3132   -1.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2207   -1.5444    0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6669    0.2418    2.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3862    1.4822    1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7744    0.4016    1.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5938    0.7184   -1.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8320   -1.0799   -1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2035   -0.0543   -0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  6
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
  2 27  1  0
 27 28  1  0
 27 29  1  0
 25  7  1  0
 25 10  1  0
 22 11  1  0
 20 14  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  1
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  1
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  1
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  1
 15 50  1  0
 15 51  1  0
 16 52  1  1
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 21 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  1
 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END

HEADER    PROTEIN                                 10-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-20         0                                  
HETATM    1  C   UNK     0    8666.6228668.631   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.6338666.302   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8658.6368662.439   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0    8663.9638663.998   0.000  0.00  0.00           H+0
HETATM    5  H   UNK     0    8666.6228663.998   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8662.6338661.671   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0    8661.3018665.527   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8659.9678664.757   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8659.9678663.217   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8661.3018662.447   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8662.6348663.217   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8662.6348664.757   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.2938667.852   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8663.9598667.082   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8663.9598665.542   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8665.2938664.772   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8663.9638662.447   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8665.2978663.217   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8666.6278667.082   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8666.6278665.542   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8668.0918665.066   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8668.9978666.312   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8668.0918667.558   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8668.0918669.098   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8669.4278669.868   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8666.7598669.868   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8670.7608669.098   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8672.0958669.868   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8673.4318669.098   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8672.0958671.408   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8674.7648669.868   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8673.4318667.558   0.000  0.00  0.00           C+0
HETATM   33  H   UNK     0    8669.4278668.328   0.000  0.00  0.00           H+0
CONECT    1   19                                                            
CONECT    2   12                                                            
CONECT    3    9                                                            
CONECT    4   15                                                            
CONECT    5   20                                                            
CONECT    6   11                                                            
CONECT    7    8   12                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10    3                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17    6                                             
CONECT   12    7   11    2   15                                             
CONECT   13   14   19                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16    4   12                                             
CONECT   16   15   18   20                                                  
CONECT   17   18   11                                                       
CONECT   18   17   16                                                       
CONECT   19   20   23   13    1                                             
CONECT   20   19   21   16    5                                             
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   24   33   19   22                                             
CONECT   24   23   25   26                                                  
CONECT   25   24   27                                                       
CONECT   26   24                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28   31   32                                                  
CONECT   30   28                                                            
CONECT   31   29                                                            
CONECT   32   29                                                            
CONECT   33   23                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0006847
HETATM    1  C1  UNL     1       5.076   0.417   1.904  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.419  -0.441   0.969  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.416  -1.285   0.303  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.997  -0.844   0.490  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.767   0.477  -0.157  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.047   0.306  -1.632  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.460   1.099   0.185  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.270   2.422  -0.481  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.182   2.427  -0.998  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.797   1.520   0.004  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.148   1.002  -0.332  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.839   1.441  -1.376  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.199   0.919  -1.709  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.793   0.548  -0.337  1.00  0.00           C  
HETATM   15  C15 UNL     1      -6.251   0.331  -0.402  1.00  0.00           C  
HETATM   16  C16 UNL     1      -6.820  -0.881   0.224  1.00  0.00           C  
HETATM   17  O1  UNL     1      -7.462  -1.724  -0.718  1.00  0.00           O  
HETATM   18  C17 UNL     1      -5.911  -1.685   1.089  1.00  0.00           C  
HETATM   19  C18 UNL     1      -4.655  -1.000   1.503  1.00  0.00           C  
HETATM   20  C19 UNL     1      -3.955  -0.539   0.226  1.00  0.00           C  
HETATM   21  C20 UNL     1      -3.788  -1.710  -0.730  1.00  0.00           C  
HETATM   22  C21 UNL     1      -2.622  -0.039   0.615  1.00  0.00           C  
HETATM   23  C22 UNL     1      -1.584  -1.124   0.785  1.00  0.00           C  
HETATM   24  C23 UNL     1      -0.240  -0.535   1.102  1.00  0.00           C  
HETATM   25  C24 UNL     1       0.220   0.361  -0.022  1.00  0.00           C  
HETATM   26  C25 UNL     1       0.040  -0.340  -1.317  1.00  0.00           C  
HETATM   27  C26 UNL     1       6.872  -0.513   0.617  1.00  0.00           C  
HETATM   28  C27 UNL     1       7.703   0.429   1.443  1.00  0.00           C  
HETATM   29  C28 UNL     1       7.110  -0.183  -0.832  1.00  0.00           C  
HETATM   30  H1  UNL     1       5.813   1.055   2.407  1.00  0.00           H  
HETATM   31  H2  UNL     1       4.047   0.537   2.264  1.00  0.00           H  
HETATM   32  H3  UNL     1       4.552  -2.359   0.661  1.00  0.00           H  
HETATM   33  H4  UNL     1       4.700  -1.361  -0.778  1.00  0.00           H  
HETATM   34  H5  UNL     1       2.370  -1.641  -0.022  1.00  0.00           H  
HETATM   35  H6  UNL     1       2.788  -0.871   1.582  1.00  0.00           H  
HETATM   36  H7  UNL     1       3.540   1.187   0.184  1.00  0.00           H  
HETATM   37  H8  UNL     1       2.678   1.104  -2.273  1.00  0.00           H  
HETATM   38  H9  UNL     1       2.743  -0.724  -1.983  1.00  0.00           H  
HETATM   39  H10 UNL     1       4.151   0.317  -1.747  1.00  0.00           H  
HETATM   40  H11 UNL     1       1.532   1.318   1.297  1.00  0.00           H  
HETATM   41  H12 UNL     1       1.989   2.696  -1.245  1.00  0.00           H  
HETATM   42  H13 UNL     1       1.277   3.287   0.250  1.00  0.00           H  
HETATM   43  H14 UNL     1      -0.611   3.435  -0.978  1.00  0.00           H  
HETATM   44  H15 UNL     1      -0.187   2.034  -2.022  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.817   2.012   0.986  1.00  0.00           H  
HETATM   46  H17 UNL     1      -2.418   2.196  -2.009  1.00  0.00           H  
HETATM   47  H18 UNL     1      -4.206   0.092  -2.413  1.00  0.00           H  
HETATM   48  H19 UNL     1      -4.839   1.739  -2.127  1.00  0.00           H  
HETATM   49  H20 UNL     1      -4.595   1.469   0.289  1.00  0.00           H  
HETATM   50  H21 UNL     1      -6.806   1.260  -0.067  1.00  0.00           H  
HETATM   51  H22 UNL     1      -6.523   0.290  -1.503  1.00  0.00           H  
HETATM   52  H23 UNL     1      -7.678  -0.561   0.891  1.00  0.00           H  
HETATM   53  H24 UNL     1      -7.828  -1.158  -1.442  1.00  0.00           H  
HETATM   54  H25 UNL     1      -5.648  -2.642   0.565  1.00  0.00           H  
HETATM   55  H26 UNL     1      -6.417  -2.034   2.037  1.00  0.00           H  
HETATM   56  H27 UNL     1      -4.903  -0.066   2.066  1.00  0.00           H  
HETATM   57  H28 UNL     1      -4.040  -1.701   2.076  1.00  0.00           H  
HETATM   58  H29 UNL     1      -3.326  -2.561  -0.189  1.00  0.00           H  
HETATM   59  H30 UNL     1      -3.156  -1.447  -1.598  1.00  0.00           H  
HETATM   60  H31 UNL     1      -4.766  -2.019  -1.162  1.00  0.00           H  
HETATM   61  H32 UNL     1      -2.716   0.437   1.632  1.00  0.00           H  
HETATM   62  H33 UNL     1      -1.888  -1.787   1.597  1.00  0.00           H  
HETATM   63  H34 UNL     1      -1.463  -1.736  -0.132  1.00  0.00           H  
HETATM   64  H35 UNL     1       0.452  -1.331   1.366  1.00  0.00           H  
HETATM   65  H36 UNL     1      -0.342   0.125   2.004  1.00  0.00           H  
HETATM   66  H37 UNL     1       0.509   0.118  -2.191  1.00  0.00           H  
HETATM   67  H38 UNL     1       0.273  -1.420  -1.198  1.00  0.00           H  
HETATM   68  H39 UNL     1      -1.066  -0.313  -1.548  1.00  0.00           H  
HETATM   69  H40 UNL     1       7.221  -1.544   0.822  1.00  0.00           H  
HETATM   70  H41 UNL     1       7.667   0.242   2.518  1.00  0.00           H  
HETATM   71  H42 UNL     1       7.386   1.482   1.208  1.00  0.00           H  
HETATM   72  H43 UNL     1       8.774   0.402   1.120  1.00  0.00           H  
HETATM   73  H44 UNL     1       6.594   0.718  -1.166  1.00  0.00           H  
HETATM   74  H45 UNL     1       6.832  -1.080  -1.427  1.00  0.00           H  
HETATM   75  H46 UNL     1       8.203  -0.054  -0.970  1.00  0.00           H  
CONECT    1    2    2   30   31
CONECT    2    3   27
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6    7   36
CONECT    6   37   38   39
CONECT    7    8   25   40
CONECT    8    9   41   42
CONECT    9   10   43   44
CONECT   10   11   25   45
CONECT   11   12   12   22
CONECT   12   13   46
CONECT   13   14   47   48
CONECT   14   15   20   49
CONECT   15   16   50   51
CONECT   16   17   18   52
CONECT   17   53
CONECT   18   19   54   55
CONECT   19   20   56   57
CONECT   20   21   22
CONECT   21   58   59   60
CONECT   22   23   61
CONECT   23   24   62   63
CONECT   24   25   64   65
CONECT   25   26
CONECT   26   66   67   68
CONECT   27   28   29   69
CONECT   28   70   71   72
CONECT   29   73   74   75
END

HMDB0006847
     RDKit          3D
Episterol
 75 78  0  0  0  0  0  0  0  0999 V2000
    5.0757    0.4169    1.9036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4195   -0.4411    0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4158   -1.2845    0.3034 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972   -0.8436    0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7668    0.4775   -0.1566 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0468    0.3060   -1.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4600    1.0987    0.1855 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2696    2.4225   -0.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1825    2.4269   -0.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7973    1.5195    0.0037 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1478    1.0023   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8388    1.4412   -1.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1986    0.9186   -1.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7934    0.5479   -0.3372 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2511    0.3310   -0.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8197   -0.8809    0.2243 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4617   -1.7242   -0.7182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9107   -1.6848    1.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6546   -1.0004    1.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9550   -0.5385    0.2264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7879   -1.7099   -0.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6222   -0.0385    0.6147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5841   -1.1239    0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2404   -0.5351    1.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2197    0.3608   -0.0217 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0404   -0.3396   -1.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8722   -0.5132    0.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7026    0.4293    1.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1096   -0.1834   -0.8316 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8134    1.0552    2.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0466    0.5371    2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5522   -2.3591    0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7003   -1.3613   -0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3697   -1.6415   -0.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7879   -0.8713    1.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5402    1.1872    0.1837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6784    1.1044   -2.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7434   -0.7242   -1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1513    0.3172   -1.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5318    1.3183    1.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9892    2.6958   -1.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2771    3.2869    0.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6110    3.4349   -0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1875    2.0339   -2.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8173    2.0125    0.9858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181    2.1959   -2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2064    0.0917   -2.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8392    1.7390   -2.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5952    1.4691    0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8061    1.2603   -0.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5232    0.2905   -1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6778   -0.5606    0.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8285   -1.1578   -1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6484   -2.6419    0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4173   -2.0341    2.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9027   -0.0662    2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0400   -1.7015    2.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3257   -2.5608   -0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1561   -1.4467   -1.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7660   -2.0192   -1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7163    0.4372    1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8883   -1.7869    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4634   -1.7357   -0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4519   -1.3309    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3421    0.1249    2.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5089    0.1184   -2.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2727   -1.4202   -1.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0661   -0.3132   -1.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2207   -1.5444    0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6669    0.2418    2.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3862    1.4822    1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7744    0.4016    1.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5938    0.7184   -1.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8320   -1.0799   -1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2035   -0.0543   -0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  6
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
  2 27  1  0
 27 28  1  0
 27 29  1  0
 25  7  1  0
 25 10  1  0
 22 11  1  0
 20 14  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  1
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  1
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  1
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  1
 15 50  1  0
 15 51  1  0
 16 52  1  1
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 21 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  1
 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3beta,5alpha)-Ergosta-7,24(28)-dien-3-ol	ChEBI
Ergosta-7,24(28)-dien-3-ol	ChEBI
(3b,5a)-Ergosta-7,24(28)-dien-3-ol	Generator
(3Β,5α)-ergosta-7,24(28)-dien-3-ol	Generator
Episterol, (3beta)-isomer	MeSH
24-Methyl-5alpha-cholesta-7,24(28)-dien-3beta-ol	HMDB
24-Methyl-5α-cholesta-7,24(28)-dien-3β-ol	HMDB
24-Methylene-5alpha-cholest-7-en-3beta-ol	HMDB
24-Methylene-5α-cholest-7-en-3β-ol	HMDB
24-Methylenecholesta-7,24(28)-dien-3beta-ol	HMDB
24-Methylenecholesta-7,24(28)-dien-3β-ol	HMDB
5alpha-Ergosta-7,24(28)-dien-3beta-ol	HMDB
5α-Ergosta-7,24(28)-dien-3β-ol	HMDB
Episterin	HMDB
Episterol	HMDB
delta7,24(28)-Ergostadienol	HMDB
Δ7,24(28)-Ergostadienol	HMDB

Chemical Formula

C₂₈H₄₆O

Average Molecular Weight

398.6642

Monoisotopic Molecular Weight

398.354866094

IUPAC Name

(1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol

Traditional Name

(1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol

CAS Registry Number

474-68-0

SMILES

[H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C

InChI Identifier

InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h10,18,20-22,24-26,29H,3,7-9,11-17H2,1-2,4-6H3/t20-,21+,22+,24-,25+,26+,27+,28-/m1/s1

InChI Key

BTCAEOLDEYPGGE-JVAZTMFWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergosterols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-7-steroid
Delta-7-steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

ergostanoid (CHEBI:23929 )
phytosterols (CHEBI:23929 )
9xi-episterol (CHEBI:23929 )
Ergosterols and C24-methyl derivatives (LMST01030115 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00022 g/L	ALOGPS
logP	7.16	ALOGPS
logP	7.05	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	18.36	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	124.94 m³·mol⁻¹	ChemAxon
Polarizability	51.53 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	239.991	30932474
DeepCCS	[M+Na]+	213.958	30932474
AllCCS	[M+H]+	206.3	32859911
AllCCS	[M+H-H2O]+	204.2	32859911
AllCCS	[M+NH4]+	208.2	32859911
AllCCS	[M+Na]+	208.7	32859911
AllCCS	[M-H]-	205.3	32859911
AllCCS	[M+Na-2H]-	207.1	32859911
AllCCS	[M+HCOO]-	209.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.34 minutes	32390414
Predicted by Siyang on May 30, 2022	26.5115 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.02 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	40.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3631.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	809.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	316.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	318.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	639.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1122.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1104.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	98.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2027.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	703.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2220.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	698.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	605.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	294.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	689.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Episterol	[H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C	2773.1	Standard polar	33892256
Episterol	[H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C	3242.2	Standard non polar	33892256
Episterol	[H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C	3269.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Episterol,1TMS,isomer #1	C=C(CC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)C(C)C	3345.7	Semi standard non polar	33892256
Episterol,1TBDMS,isomer #1	C=C(CC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)C(C)C	3579.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Episterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Episterol 10V, Positive-QTOF	splash10-001j-0019000000-4a337e3ab572869d5978	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Episterol 20V, Positive-QTOF	splash10-001j-6049000000-bccf170e8638d30f9658	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Episterol 40V, Positive-QTOF	splash10-001i-6194000000-1b24202010ace7360df4	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Episterol 10V, Negative-QTOF	splash10-0002-0009000000-f4a8a4bd75686a2c4264	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Episterol 20V, Negative-QTOF	splash10-0002-0009000000-3bad18e0101e63aec08d	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Episterol 40V, Negative-QTOF	splash10-001i-2019000000-89152080214a606e3f42	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Episterol 10V, Positive-QTOF	splash10-0002-0029000000-4b2163dd09b4a7542a36	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Episterol 20V, Positive-QTOF	splash10-0a59-9156000000-85e4ecbe743df768234d	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Episterol 40V, Positive-QTOF	splash10-0536-9500000000-11d7124be40b6765e3ab	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Episterol 10V, Negative-QTOF	splash10-0002-0009000000-0ca06bc1a59e9690d939	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Episterol 20V, Negative-QTOF	splash10-0002-0009000000-1e3548d588af0130a112	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Episterol 40V, Negative-QTOF	splash10-0002-0009000000-61513522be83c13652a0	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Episterol

METLIN ID

Not Available

PubChem Compound

5283662

PDB ID

Not Available

ChEBI ID

23929

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Lathosterol oxidase

General function:: Involved in iron ion binding
Specific function:: Catalyzes a dehydrogenation to introduce C5-6 double bond into lathosterol.
Gene Name:: SC5DL
Uniprot ID:: O75845
Molecular weight:: 35300.55

Reactions

Episterol → 5-Dehydroepisterol	details
Episterol + NADP → 5,7,24(28)-Ergostatrienol + NADPH + Hydrogen Ion	details

Showing metabocard for Episterol (HMDB0006847)

MOL for HMDB0006847 (Episterol)

3D MOL for HMDB0006847 (Episterol)

3D SDF for HMDB0006847 (Episterol)

3D-SDF for HMDB0006847 (Episterol)

PDB for HMDB0006847 (Episterol)

3D PDB for HMDB0006847 (Episterol)

SMILES for HMDB0006847 (Episterol)

INCHI for HMDB0006847 (Episterol)

Structure for HMDB0006847 (Episterol)

3D Structure for HMDB0006847 (Episterol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions